Structure of the acidic O-specific polysaccharide from Proteus vulgaris O39 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid

Carbohydr Res. 2001 Jul 12;333(3):241-9. doi: 10.1016/s0008-6215(01)00145-8.

Abstract

The O-specific polysaccharide of Proteus vulgaris O39 was found to contain a new acidic component of Proteus lipopolysaccharides, 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid (di-N-acetylpseudaminic acid, Pse5Ac7Ac). The following structure of the polysaccharide was determined by NMR spectroscopy, including 2D 1H,(1)H COSY, TOCSY, ROESY, and 1H,(13)C HMQC experiments, along with selective cleavage of the polysaccharide by solvolysis with anhydrous trifluoromethanesulfonic (triflic) acid: -->8)-beta-Psep5Ac7Ac-(2-->3)-alpha-L-FucpNAc-(1-->3)-alpha-D-GlcpNAc-(1--> The structure established is unique among the O-specific polysaccharides, which is in accordance with classification of the strain studied into a separate Proteus serogroup.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Sequence
  • Disaccharides / chemistry
  • Hydrolysis
  • Molecular Conformation
  • Molecular Sequence Data
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • O Antigens / chemistry*
  • Proteus vulgaris / chemistry*
  • Sialic Acids / chemistry*
  • Trisaccharides / chemistry

Substances

  • 5,7-diacetamido 3,5,7,9-tetradeoxy-glycero-manno-non-2-ulosonic acid (di-N-acetylpseudaminic acid)
  • Disaccharides
  • O Antigens
  • Sialic Acids
  • Trisaccharides
  • 5-acetamido-3,5,7,9-tetradeoxy-7-(3-hydroxybutyramido)nonulosonic acid